Benzyl Chloride → HCID 20458411, compound

Reaction equation

[CH3:1][N:2]1[CH2:9][CH:8]2[CH:10]([OH:11])[CH:4]([CH2:5][N:6]([CH3:12])[CH2:7]2)[CH2:3]1.[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH3:12][N:6]1[CH2:5][CH:4]2[CH:10]([O:11][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:8]([CH2:9][N:2]([CH3:1])[CH2:3]2)[CH2:7]1

Participants

Reactant 2

HCID 7503Benzyl Chloride

HCID 123608323,7-Dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol

Product 1

HCID 20458411HCID 20458411, compoundYield 32.4%

Procedure

18.3 g of 3,7-dimethyl-3,7-diazabicyclo[3.3.1]nonane-9-ol are reacted with 13.5 g of benzyl chloride for 4 hours at room temperature as described in Example 1. 9 g (32.3%) of 3,7-dimethyl-9-benzyloxy-3,7-diazabicyclo[3.3.1]nonane are obtained; b.p.: 137°-148° C./10 Pa. The free base rapidly crystallizes upon standing; m.p.: 70°-75° C.

Sources & evidence

ORD record: ord-cf7939750fbe40d691633a1302374290
Source dataset: uspto-grants-1984_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04451473

Reaction notes

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